Mechanism of reactions of unsaturated ethers and thioethers IV: Acid catalyzed rearrangement of ethoxyethynyl??and ethylthioethynyl??carbinols

GL Hekkert, W Drenth

文献索引：Hekkert,G.L.; Drenth,W. Recueil des Travaux Chimiques des Pays-Bas, 1961 , vol. 80, p. 1285 - 1304

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被引用次数: 8

摘要

Abstract The rearrangement of ethoxyethynyl-carbinols into unsaturated esters was investigated in acidic aqueous solution. The reaction is general acid catalyzed and β- hydroxy esters are by-products. There exists a simple relation between the ratio of β-hydroxy ester to unsaturated ester and the concentration of hydroxyl and acetate ions. The two products are formed in a common rate determining step, which is a proton addition to the β ...